• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Substituted phenoxyphenylhydroxyamines and pyridyloxyphenylhydroxyamines, and the use thereof for the control of weeds.
    公开号:SU1303026A3
    申请号:SU843720521
    申请日:1984-03-30
    公开日:1987-04-07
    发明作者:Ли Ши-Фу
    申请人:Сандос Аг (Фирма)；
    IPC主号:
    专利说明:

    one
    The invention relates to a method for producing new aniline derivatives of the general formula
    (I)
    where y and
    M is CH or N;
    Z is each independently chlorine or
    trifluoromethyl; R, - C, -C4-alkyl; K - CH group, СООКз, where Rj С-С-alkyl, С2-С4-alkoxy-alkyl,
    which can be used as weed control agents.
    The purpose of the invention is to develop, on the basis of a well-known method, a method for producing new aniline derivatives with valuable herbicidal properties.
    Example 1. N-Methoxy-2-nitro-5- (2-chloro-4-trifluoromethylphenoxy aniline.
    A mixture of 4- (2-chloro-4-trifluoromethyl-phenoxy) -1,2 dinitro-benzene (1000 m 2.76 mmol), methoxyamine hydrochloride (362 mg, 5.52 mmol), potassium carbonate (762 mg, 5, 52 mmol). and THF (15 ml) was stirred at room temperature for 4 days. Then p) -
    g. e030262
    The mixture is filtered and the mixture concentrated to dryness. The crude residue is diluted with ether, washed, dried and rotary dried, and the title compound is obtained after chromatographic purification, mp. 105 °.
    NMR spectrum (CDCl1) of ppm; 6.24 (s, 3N, SNS); 3.70 (dz, 1H, 10 Hz); 3.19 (d, 1H); 1.90 (d, 1H, 0 10 Hz); 2.85 (d, 1H, 8 Hz); 2., 70 (d, 1H, 2 Hz).
    Similarly receive the compound (I), where; 3-C1;
    NMR spectrum (CDClj) C, ppm: f5 6.25 (s, 3N, NOCHj); 3.44 (dd, W, 8 Hz); 2.90 (d, 1H, 2 Hz); 187 (d, 1H, 8 Hz); 2.17 (d, .1H, 2 Hz); 1.77 (d, 1H, 2 Hz).
    EXAMPLE 2, N-Methoxy-N-methoxy-20 sicarbonylmethyl-2-nitro-5- (2-chloro-4-trifluoromethylphenoxy) -aniline (1a).
    Aniline mixture according to example 1 (530 mg, 1.46 mmol), methyl bromoacetate (0.27 ml, 5 2.92 mmol), potassium carbonate (303 mg, 2.19 mmol) and acetone (10 ml) heated with a vertical condenser for 4 hours. The reaction mixture was filtered, and the filtrate was concentrated, purified by TLC, the title compound was obtained, mass spectrum, m / e 434 (M).
    The following compounds of general formula (I), given in Table 1, are prepared in a similar manner. one.
    Table 1
    1-еN 5-CFj 3-С1 СНз-СНгСООСНз;
    1cN 5-CP3 3-C1 CH -CHgCOOCH OCH3
    Mass spectrum: compounds 16 8.5 - 435 (M);
    1s 8.7 - 479.3 (M).
    Compounds 1, 1, 1 are tested on 29 cultivated grasses and dicotyledonous herbaceous grasses at different consumption rates (spray application, pre-emergence weed grass treatment). These results are used to calculate the effective consumption rate for each weedy tras, in pounds per 1 acre, at which 80% of this weed is affected (EBO). Then the mean values of E80 in
    cultural, herbs and dicotyledon shadows x.
    The same test is conducted on corn to determine the effective consumption rate at which 30% of the corn (EZO) is affected. Then
    j determine the yield safety factor (FBU) by dividing the EZO value for maize by the average E80 value determined for grasses or dicotyledonous plants acc. Resul3 13030264
    Compounds obtained for compounds are effective against both herbs and
    according to the invention and for known wood plants.
    methyl-2-nitro-5- (2,4-Bifenox) compounds are less active and have
    dichlorophenoxy) benzoate, (bifenox) less favorable BFU. Oxyfluori 4- (2-chloro-4-trifluoromethyl-phenoxy) —F although very active with respect to 2-ethoxy synitrophenyl, (oxyfluorine) to herbs, but cannot be used in Table. 2 (use dicotyledonous herbs)
    table 2
    Knox
    fluorfen
    0.74 0.82 1.09 0.55 0.88 0.49 1.91 1.46 0.15 0.84
    4.0
    3.7
    3.0
    6.0.
    3.0
    6.7
    1.7
    2.3
    2.2
    0.39
    values are reacted with a compound of the general formula
    The test results show that the compounds of the general formula (I) are active and show a good value of the crop selectivity factor for ku- 40 where R2 has the indicated values; koruzy at consumption rates that Hal - halogen.
    Rj-Hal,
    Vats in corn at consumption rates that would also be effective for dicotyledonous weeds.
    权利要求:
    Claims (1)
    [1]
    Invention Formula
    The method of obtaining substituted anilines of the general formula
    where M is CH or N;
    Y or Z are each independently chlorine or
    trifluoromethyl; R is C-C4-alkyl,
    RJ is the group CH2-COOR-J, where I C is C-alkyl, C2-C alkoxyalkyl,
    characterized by the fact that the compound of the general formula
     .TSIHOR
    where Y, Z, M, R have specified
    values are reacted with a compound of the general formula
    where R2 has the indicated meanings; Hal is a halogen.
    has uk halogen
    Rj-Hal,
    Editor M.Blanar
    Compiled by I. Bocharova Tehred A. Kravchuk
    Order 2248 Circulation 371 Subscription
    VNIIPI USSR State Committee
    for inventions and discoveries 113035, Moscow, Zh-35, Raushsk nab., 4/5
    Production and printing company, Uzhgorod, st. Project, 4
    Proofreaders. Sharoshi
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    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    DE2938595A1|1979-09-24|1981-04-23|Celamerck Gmbh & Co Kg, 6507 Ingelheim|METHOD FOR PRODUCING DIPHENYL ETHERS|
    US4419123A|1981-10-19|1983-12-06|Rohm And Haas Company|Herbicidal 4-trifluoromethyl-3'-carbon-substituted-4'-substituted diphenyl ethers|
    AT15032T|1981-11-09|1985-09-15|Duphar Int Res|DIPHENYL ETHER WITH HERBICIDAL EFFECT.|US5077436A|1985-02-22|1991-12-31|Mitsui Toatsu Chemicals, Inc.|Bis aromatics and method of preparing the same|
    EP0200677B1|1985-04-01|1991-04-03|Ciba-Geigy Ag|3-fluoropyridyl-2-oxy-phenoxy derivatives with a herbicidal activity|
    US5205855A|1987-08-11|1993-04-27|Suntory Limited|Herbicidally active phenoxyalkanecarboxylic acid derivatives|
    CA1257598A|1987-08-11|1989-07-18|Harukazu Fukami|Herbicidally active phenoxyalkanecarboxylic acidderivatives|
    EP0379915A1|1989-01-26|1990-08-01|Bayer Ag|Substituted phenoxybenzonitrile derivatives, processes for their preparation and their use as herbicides and plant growth regulators|
    CZ288922B6|1992-01-29|2001-09-12|Basf Aktiengesellschaft|Carbamates and preparations for plant protection in which the carbamates are comprised|
    WO2000032573A1|1998-11-30|2000-06-08|Ishihara Sangyo Kaisha, Ltd.|A meta-nitro phenol derivative and a process for producing it|
    DK1294724T3|2000-06-26|2006-07-17|Pfizer Prod Inc|Pyrrolo [2,3-d] pyrimidine compounds as immunosuppressants|
    CN101100472A|2001-04-30|2008-01-09|美国拜尔公司|4-amino-5,6-substituted thiopheno [2,3-D] pyrimidines compound and its uses|
    MXPA04009282A|2002-03-26|2005-01-25|Georgia Pacific Resins|Slow release nitrogen fertilizer.|
    US7214825B2|2003-10-17|2007-05-08|Honeywell International Inc.|O- hydroxylamine free base|
    RS53382B|2008-08-20|2014-10-31|Zoetis Llc|Pyrrolo[2,3-d]pyrimidine compounds|
    WO2014207071A1|2013-06-27|2014-12-31|Basf Se|Strobilurin type compounds for combating phytopathogenic fungi|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US06/481,044|US4526608A|1982-07-14|1983-03-31|Certain 2-pyridyloxyphenyl-oximino-ether-carboxylates, herbicidal compositions containing same and their herbicidal method of use|
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